以六甲基二矽氮烷為氮來源在微波加熱下探討含氮雜環化合物之合成反應;Synthesis of N-Heterocyclic Compounds by Using Hexamethyldisilazane as a Nitrogen Source Under Microwave Irradiation

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/89123

Title:	以六甲基二矽氮烷為氮來源在微波加熱下探討含氮雜環化合物之合成反應;Synthesis of N-Heterocyclic Compounds by Using Hexamethyldisilazane as a Nitrogen Source Under Microwave Irradiation
Authors:	鐘意琇;Chung, Yi-Hsiu
Contributors:	化學學系
Keywords:	氮雜環化合物;微波;六甲基二矽氮烷;N-heterocyclic compounds;Microwave;Hexamethyldisilazane
Date:	2022-07-26
Issue Date:	2022-10-04 10:58:50 (UTC+8)
Publisher:	國立中央大學
Abstract:	含氮雜環化合物廣泛存在於材料、藥物與天然物的結構中，因此近年來許多化學家致力於發展新的含氮雜環合成方法。本篇論文使用六甲基二矽氮烷作為含氮雜環的氮原子來源，符合綠色化學環保的概念，較少的溶劑、更有效率的微波加熱方式以及搭配三氟甲磺酸三甲基矽酯、三氟化硼與納菲樹脂三種不同的酸催化劑進行催化反應探討含有吡啶、嘧啶及異喹啉雜環化合物之合成途徑。其中，納菲樹脂在反應結束後經過簡單清洗可以重複使用達十次且產率變化不大，如此一來可以達到環境友善的目的。我們也提出不同含氮雜環結構可能的反應機制。研究結果發現六甲基二矽氮烷很適合作為含氮雜環的氮元素來源，未來合成更多不同結構的氮雜環時，六甲基二矽氮烷是很好的試劑選擇。;N-heterocyclic compounds are widely existing in materials, pharmaceuticals and nature products. Therefore, chemists devoted to develop new synthetic methods in recent years. In this thesis, we use hexamethyldisilazane as the nitrogen source for nitrogen containing heterocycles. And combined with green chemistry, we use microwave reaction method, which requires less solvent and more efficient reaction, and use trimethylsilyl trifluoromethanesulfonate, boron trifluoride and Nafion® NR50 three different kinds of acid catalyst for catalytic reaction. The synthesis method of compounds containing pyridine, pyrimidine and isoquinoline structure were explored. Among them, Nafion® NR50 can be reused 10 times and simply cleaned after the reaction is finished. The yield changes little, so as to achieve the goal of being friendly to the environment. In addition, we also proposed probable reaction mechanisms of different nitrogen heterocycles we synthesis in this thesis. The results show that hexamethyldisilazane is very suitable as a nitrogen source for nitrogen containing heterocycles and also a good choice for the synthesis of more different nitrogen containing structure in the future.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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